Benanserin

Pharmaceutical compound From Wikipedia, the free encyclopedia

Benanserin, also known as benzyl antiserotonin (BAS), by its developmental code name MC-4788 or Sq-4788, and by its chemical name 1-benzyl-2-methyl-5-methoxytryptamine, is a serotonin receptor antagonist and described tranquilizer of the tryptamine and 5-methoxytryptamine families.[2][1][3][4] It is the derivative of 5-methoxytryptamine with a benzyl group at the 1 position and a methyl group at the 2 position.[2][3] The drug is said to be active in humans at a dose of 10 to 35 mg orally or intravenously.[1] In contrast to certain other serotonin receptor antagonists like chlorpromazine, benanserin does not antagonize the subjective effects of the serotonergic psychedelic LSD.[4] It was first described in the scientific literature by at least 1955 and was one of the first serotonin antagonists.[2][5]

Other namesBenanserine; MC-4788; Sq-4788; Benzyl antiserotonin; Benzylantiserotonin; BAS; Serotonin benzyl analogue; Wooley's antiserotonin; 1-Benzyl-2-methyl-5-methoxytryptamine
Routes of
administrationOral, intravenous injection[1]
Drug classSerotonin receptor antagonist; Tranquilizer
CAS Number
Quick facts Clinical data, Other names ...
Benanserin
Clinical data
Other namesBenanserine; MC-4788; Sq-4788; Benzyl antiserotonin; Benzylantiserotonin; BAS; Serotonin benzyl analogue; Wooley's antiserotonin; 1-Benzyl-2-methyl-5-methoxytryptamine
Routes of
administration		Oral, intravenous injection[1]
Drug classSerotonin receptor antagonist; Tranquilizer
Identifiers
  • 2-(1-benzyl-5-methoxy-2-methylindol-3-yl)ethanamine
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC19H22N2O
Molar mass294.398 g·mol−1
3D model (JSmol)
  • CC1=C(C2=C(N1CC3=CC=CC=C3)C=CC(=C2)OC)CCN
  • InChI=1S/C19H22N2O/c1-14-17(10-11-20)18-12-16(22-2)8-9-19(18)21(14)13-15-6-4-3-5-7-15/h3-9,12H,10-11,13,20H2,1-2H3
  • Key:RPSOLZRELOLSFM-UHFFFAOYSA-N
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